Homes for Sale Near Windy Hill Middle in Clermont - 306 homes

Remarks: Welcome home to this beautifully maintained residence in the highly sought-after gated Legends Golf & Country Club community. The Greenbriar model is very popular because of the possibilities it offers. The thoughtfully designed layout offers comfortable bedroom accommodations, including a private primary suite where you can relax and unwind at the end of the day. Offering 3 spacious bedrooms plus a versatile den that can easily serve as a fourth bedroom (no closet), home office, or playroom, this home combines comfort, functionality, and an exceptional lifestyle. One of the bedrooms offers ensuite privacy for guests or could function as a multigenerational possibility. Soaring ceilings and an open-concept floor plan create an inviting atmosphere, while rich wood flooring laminate throughout the main living areas and bedrooms and tile in the kitchen and bathrooms add both warmth and durability. Designed for both everyday living and entertaining, the home features a spacious kitchen that flows seamlessly into the family room, creating the perfect gathering space for family and friends. Formal living and dining rooms provide additional flexibility for hosting special occasions or creating personalized living spaces to suit your needs. Large windows bring in abundant natural light and showcase the home's attractive landscaping and mature oak trees. Step outside and enjoy the beauty of the professionally landscaped yard, shaded by gorgeous mature oak trees that enhance the home's curb appeal and outdoor living experience. Whether enjoying a quiet morning coffee or entertaining guests, the screend in back patio provides a tranquil setting to appreciate Florida living. Recent major updates provide peace of mind, including freshly painted exterior in 2022, a complete roof replacement in 2022, and HVAC system replacement in 2020. Living in Legends means enjoying resort-style amenities right outside your door. Residents have access to a community pool, fitness center, tennis courts, playground, clubhouse, and a highly rated golf course, all within a secure gated community. Conveniently located near shopping, dining, healthcare facilities, major highways, and Central Florida attractions, this home offers the perfect balance of comfort, convenience, and community. Don't miss the opportunity to own a move-in-ready home in one of Clermont's most desirable communities. Come Quickly.

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Bill Bliss (407-417-4808)

Remarks: Under Construction. Check out this amazing new single-story Next Gen®! The McCartney features a private suite with its own entrance, living area, kitchenette, bedroom, bathroom and laundry, perfect for multigenerational households. The main home is host to an inviting open-concept layout with easy access to a covered patio for seamless indoor-outdoor living. Two secondary bedrooms are located off the foyer, and a lavish owner’s suite is tucked into a private rear corner, complete with a full bathroom and walk-in closet. Each home comes with Lennar’s Everything’s Included® promise, which includes new appliances as well as quartz countertops, blinds, and more in the price of your home. Wellness Ridge is one of the most modern and anticipated new communities. R19 insulation is used to provide a quiet, comfortable and highly energy efficient home. LP Siding provides durability and impact resistance for your beautiful Florida home. Welcome to Wellness Ridge the community that was designed to provide a Healthy & Active Lifestyle!! Community Features include: Sports Courts, Clubhouse, Fitness Center, Conservation Areas, Playground, Resort Style Swimming Pool and Multi-Use Trails. This beautiful home is very close to Lake Louisa State Park. Clermont is one of the fastest-growing cities in Central Florida. Strategically located close to Orlando and theme parks, it is known for its picturesque hills and pristine lakes. Schedule your appointment today!

Listing is courtesy of: LENNAR REALTY (800-229-0611)

Listing Agent: Ben Goldstein (407-310-7677)

Remarks: NEW PRICE! Welcome to this open, light-filled 2-bedroom en suite home offering comfort, privacy, and convenience. Designed with a bright and airy layout, each bedroom features its own private bathroom, making it ideal for guests or flexible living arrangements. Enjoy relaxing on the screened patio with no rear neighbors, providing added peace and privacy. The home also includes a spacious two-car garage and a NEW A/C installed in May 2026 for worry-free living. Located just minutes from grocery stores, restaurants, and shopping, this home combines everyday convenience with a welcoming neighborhood atmosphere. Residents also enjoy access to community amenities including a pool, playground, and tennis courts. This home is the perfect blend of comfort, location, and lifestyle—schedule your showing today.

Listing is courtesy of: LAKESIDE REALTY WINDERMERE INC (407-876-5575)

Listing Agent: Melissa Tyrcha (214-868-2006)

Remarks: Pre-Construction. To be built. Presented by Synergy Custom Builders, one of Orlando’s emerging and award-winning premier luxury home builders, this is a rare opportunity to create a custom lakefront estate on the shores of Johns Lake. Buyers will collaborate closely with Synergy’s talented design and construction team to personalize every detail—from architectural layout to curated finishes—ensuring a home that reflects both vision and lifestyle. Each residence is thoughtfully crafted to strike a seamless balance between elegance and comfort, with interiors designed not only to impress but to serve as a true sanctuary for everyday living. From premium materials to intelligently optimized spaces, every element is tailored for both beauty and function. Situated on an exceptional, cleared homesite with breathtaking lake views, much of the preliminary groundwork has already been completed—offering added value and a streamlined path to construction. Pricing will vary based on final home size, finishes, and selected amenities. Located within the desirable Waterbrooke community, residents enjoy access to resort-style amenities including a pool, fitness center, playgrounds, and scenic walking trails. Ideally positioned in the rapidly growing city of Clermont, the property offers convenient access to major highways, shopping, and top-rated schools. Discover the possibilities of bringing your dream lakefront home to life—schedule your private consultation today.

Listing is courtesy of: STOCKWORTH REALTY GROUP LLC (407-909-5900)

Listing Agent: Erin Wanner (407-595-5055)

Remarks: Under Construction. Tired of apartment sized living? Large families will enjoy this luxurious and spacious two-story, six bedroom, three bathroom home. The roomy kitchen leads into a dining room, breakfast nook and family room. There is even a loft that provides additional space. The floorplan also includes a front porch, back patio, and a two car, rear load garage. Enjoy connectivity, green building features, plus new energy conscious appliances. Welcome to Wellness Ridge the community that was designed to provide a Healthy & Active Lifestyle!! Community Features include: Sports Courts, Clubhouse, Fitness Center, Conservation Areas, Playground, Resort Style Swimming Pool and Multi-Use Trails. This beautiful home is very close to Lake Louisa State Park. Clermont is one of the fastest-growing cities in Central Florida. Strategically located close to Orlando and theme parks, it is known for its picturesque hills and pristine lakes. Schedule your appointment today!

Listing is courtesy of: LENNAR REALTY (800-229-0611)

Listing Agent: Ben Goldstein (407-310-7677)

Remarks: Under Construction. Welcome to the refreshing Autumn, that includes three bedrooms, two and a half baths, with a two-car garage. This is a modern classic two-story home with a detached rear load garage. The kitchen has a large island, fabulous panty and opens to the elegant dining room and spacious family room. There is a laundry room with washer and dryer and a half bathroom on the first floor. The three bedrooms are upstairs. The owner suite has a large walk in closet and spa inspired owner bath with his and her sinks. With “Everything’s Included”, luxury and value go hand in hand. Enjoy connectivity, green building features, plus new energy conscious appliances. Welcome to Wellness Ridge the community that was designed to provide a Healthy & Active Lifestyle!! Community Features include: Sports Courts, Clubhouse, Fitness Center, Conservation Areas, Playground, Resort Style Swimming Pool and Multi-Use Trails. This beautiful home is very close to Lake Louisa State Park. Clermont is one of the fastest-growing cities in Central Florida. Strategically located close to Orlando and theme parks, it is known for its picturesque hills and pristine lakes. Schedule your appointment today!

Listing is courtesy of: LENNAR REALTY (800-229-0611)

Listing Agent: Ben Goldstein (407-310-7677)

Remarks: Under Construction. This amazing new single-story Nash II provides a convenient and low-maintenance floorplan with modern essentials, including a versatile study off the foyer. An inviting open-concept layout blends the kitchen, living and dining areas with direct access to a spacious covered lanai. Upon entry is a secluded secondary bedroom, while a spacious owner’s suite at the back of the home offers a serene retreat with a full bathroom and walk-in closet. Each home comes with Lennar’s Everything’s Included® promise, which includes new appliances as well as quartz countertops, blinds, and more in the price of your home. Sanctuary at Wellness Ridge is one of the most modern and anticipated new communities. R19 insulation is used to provide a quiet, comfortable and highly energy efficient home. LP Siding provides durability and impact resistance for your beautiful Florida home. Nestled in the heart of Clermont, FL, Sanctuary at Wellness Ridge is an exclusive 55+ master-planned community designed for those who prioritize a luxurious, health-focused lifestyle. The state-of-the-art clubhouse is the vibrant heart of the community, where residents gather for events and activities. It features a fitness center and a golf simulator for year-round enjoyment. Sanctuary at Wellness Amenities include: clubhouse, resort style pool, fitness center, and walking trails. There are sports courts (basketball, pickleball, bocce ball), The sport courts will also feature chipping, a putting green and shuffleboard. Enjoy a fun & healthy lifestyle at Sanctuary at Wellness Ridge!

Listing is courtesy of: LENNAR REALTY (800-229-0611)

Listing Agent: Ben Goldstein (407-310-7677)

Remarks: Welcome home to this beautifully maintained 3 bedroom, 2 full bathroom residence offering comfort, space, and functionality throughout. The inviting layout features a spacious living room, dining area, and a kitchen with newly equipped microwave, oven, dishwasher, and refrigerator, perfect for everyday living and entertaining. The primary suite boasts a generous walk-in closet and its own private full bathroom, while ample storage can be found throughout the home. Additional highlights include a brand new 2026 roof, an attached garage, attic storage, a covered patio with a fully fenced backyard ideal for relaxing, entertaining, or enjoying time with pets. Residents also enjoy outstanding community amenities, including two swimming pools, a clubhouse, children's spray park, playground, basketball courts, and much more. Conveniently located and move in ready, this home is a must-see!

Listing is courtesy of: AGILE GROUP REALTY (813-569-6294)

Listing Agent: Stephany Hill (631-383-0212)

Remarks: Under contract-accepting backup offers. Why Wait to Build When This Home Has It All?Welcome to this stunning 3-bedroom, 2-bathroom home in Clermont, Florida — where premium upgrades, thoughtful design, and an unbeatable location come together to deliver the lifestyle you've been waiting for.From the moment you arrive, you'll notice the difference. The widened driveway — extended an additional three feet — is beautifully framed by paver extensions on both sides of the home, creating outstanding curb appeal. Step inside and be greeted by luxury vinyl plank flooring throughout, offering a seamless, upscale feel from room to room.The primary suite is a true retreat, featuring a tray ceiling, spacious walk-in closet, and an elegant finish that feels anything but builder-basic. Plantation shutters add a classic, polished touch to every window, while gutters and a fully fenced yard give you the privacy and peace of mind you deserve.The garage is equally impressive — complete with a Shark Coat epoxy floor, a built-in whole-home surge protector, and an EV charging station ready for your electric vehicle. Smart living is built right in with a smart thermostat and smart refrigerator, keeping your home connected and efficient.Location? Absolutely unmatched. Clermont puts you just minutes from Walt Disney World, Universal Studios, and within easy reach of Florida's gorgeous beaches — making this home as ideal for full-time living as it is for those seeking a vacation or investment property.Every upgrade has already been done — just move in and enjoy. Homes like this don't last long.Schedule your private showing today! *MULTIPLE OFFERS RECEIVED!

Listing is courtesy of: WHEATLEY REALTY GROUP (352-227-3834)

Listing Agent: Bryce Hutchinson (407-227-9512)

Remarks: Location, location, location! This move in ready, light and bright home is located in the highly sought after gated Waterbrooke community, steps from the community amenities and with easy access to the Turnpike. It doesn't get better than this. This charming home features convenient one level open concept living with 3 bedrooms, 2 bathrooms and a flex/bonus space that can be a home office/den/living room/play room, or anything your lifestyle desires. The primary suite has an oversized closet with custom closet system as well as a second closet and primary bathroom with dual sinks. The great room and dining room are open to the gourmet kitchen with center island, granite counters, stainless steel appliances and walk in pantry with custom closet systems. The great room opens to the covered, screened patio area with pavers and looks onto the expansive, fenced back yard that is perfect for outdoor activities. The yard is oversized with room for pool and still have plenty of play space. The home sits on a corner lot allowing for the extra size as well as privacy. Inside laundry room with custom shelving drop zone. Well maintained with new exterior paint and new carpeting. The home sits steps from the community resort style amenities that include a pool, clubhouse, gym, playground, dog park, walking trails and lake. Easy access to the Turnpike, 429, downtown Clermont, downtown Winter Garden, downtown Orlando, hospitals, shops, restaurants and the attractions. Come see this immaculate home - why wait to build when you can have it today!

Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)

Listing Agent: Jeannie Stokes (770-331-4646)

Remarks: Under Construction. The Santo is designed for gracious living. This new two-story home features plenty of entertainment and relaxing spaces. On the first floor is an open-concept kitchen that merges seamlessly with the dining room, family room and covered patio. In a private corner is the owner’s suite with an attached bathroom and walk-in closet. There are four additional bedrooms and a spacious upstairs game room. Each home comes with Lennar’s Everything’s Included® promise, which includes new appliances as well as quartz countertops, blinds, and more in the price of your home. Wellness Ridge is one of the most modern and anticipated new communities. R19 insulation is used to provide a quiet, comfortable and highly energy efficient home. LP Siding provides durability and impact resistance for your beautiful Florida home. Welcome to Wellness Ridge the community that was designed to provide a Healthy & Active Lifestyle!! Community Features include: Sports Courts, Clubhouse, Fitness Center, Conservation Areas, Playground, Resort Style Swimming Pool and Multi-Use Trails. This beautiful home is very close to Lake Louisa State Park. Clermont is one of the fastest-growing cities in Central Florida. Strategically located close to Orlando and theme parks, it is known for its picturesque hills and pristine lakes. Schedule your appointment today!

Listing is courtesy of: LENNAR REALTY (800-229-0611)

Listing Agent: Ben Goldstein (407-310-7677)

Remarks: This three-bedroom, two-bathroom home in the prestigious Weston Hills subdivision is a true fixer-upper with incredible potential. The residence features a desirable open-floor plan that provides a seamless flow throughout the main living areas. The kitchen comes equipped with granite countertops and stainless-steel appliances. The primary suite offers convenience with a large walk-in closet and an attached bathroom featuring a double sink vanity. This home needs some TLC, but represents a fantastic opportunity to gain sweat equity in a sought-after neighborhood. Bring your tools and your imagination to transform this house into a dream home. Schedule your private showing today!

Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)

Listing Agent: Robert Salmons (888-216-6364)

Remarks: Under Construction. This Glacier Bay offers thoughtfully designed single-story living with 4 bedrooms (flex room upgraded to the 4th bedroom), 3 bathrooms (instead of 2.5) and a 3-car garage. A walk-in pantry enhances the open, flowing space and connectedness of the kitchen and dining area. The covered lanai provides excellent outdoor living space. The primary room has a large walk-in closet and linen storage.

Listing is courtesy of: MATTAMY REAL ESTATE SERVICES (407-440-1760)

Listing Agent: Amanda Warren (321-662-0779)

Remarks: WELCOME HOME to this stunning and energy-efficient 5-bedroom, 3.5-bath home located in the sought-after Hartwood Landing community. This home is directly across from the amenity center and within easy walking distance to community features. Built in 2023, this spacious residence offers 3,076 square feet of thoughtfully designed living space, perfect for both everyday living and entertaining. The bright, open-concept layout features luxury vinyl flooring throughout the main living areas, combining style and durability. The gourmet kitchen is a true centerpiece, showcasing high-end appliances, sleek countertops, and ample custom navy cabinetry, making it ideal for cooking and gatherings alike. The tri-split floor plan provides space for everyone, while upstairs you’ll find a private in-law suite complete with its own living area, bedroom, and bathroom. The luxurious primary suite, located on the main level, features two closets and a spa-like ensuite bath for ultimate comfort. Designed with efficiency in mind, the home includes solar power to help keep energy costs low, along with an epoxy-finished garage and a low-maintenance corner lot. Enjoy outdoor living on the covered, screened-in porch, perfect for relaxing or grilling with friends and family. Ideally located in Clermont, this home offers easy access to amusement parks, scenic trails, and vibrant downtown events, as well as community amenities including a resort-style pool and dog park. The property is also near the Olympus Master Development, part of the growing Wellness Way area known as the “Choice of Champions,” home to the National Training Center and Special Olympics Florida Headquarters. With miles of paved trails, parks, boardwalks, piers, and abundant outdoor recreation nearby, Clermont offers a lifestyle centered on wellness, fitness, and world-class training opportunities. Don’t miss your chance to own this exceptional home, schedule your private showing today!

Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY (305-809-8085)

Listing Agent: Fanny Stollmeyer (704-905-0698)

Remarks: Welcome to a beautifully maintained 3 bedroom, 2 bath home in the beautiful Glenbrook Community of Clermont, Florida. Built in 2005 with a new roof installed in 2021 and freshly painted in 2019 and Offering 1,412 sq ft of living space, this property is the perfect blend of comfort, convenience and resort style living. Step inside to find two master suites, including one with sliding doors that open to the pool area, creating a seamless indoor/outdoor flow. This home offers an open floor plan, while the private screened pool and spa provide the ultimate retreat for relaxation and entertaining. The Glenbrook community is known for its pristine, manicured lawns and exceptional amenities. Residents enjoy access to a clubhouse, fitness center, community pool, tennis courts, volleyball courts, and more. HOA services include cable, internet, lawn care, garbage pickup, irrigation, and all community amenities making ownership effortless. Located just 10 miles from Walt Disney World, Orlando’s world-class attractions, shopping, dining, and hospitals, this home offers unmatched convenience whether you’re seeking a primary residence, vacation getaway, or investment property. Don’t miss out, schedule your showing today!

Listing is courtesy of: ON-TARGET REALTY, INC. (407-743-2748)

Listing Agent: Danny Quinones (321-512-2865)

Remarks: Welcome to this spacious 3-bedroom, 3-bathroom home located in the highly sought-after guard-gated golf community of Legends in Clermont. Offering a versatile floor plan and endless potential, this home presents a wonderful opportunity to personalize and create the home you've always envisioned.Inside, you'll find formal living and dining rooms that provide the perfect setting for entertaining, while the open-concept kitchen and family room offer a comfortable space for everyday living and gathering with family and friends. The oversized primary suite serves as a private retreat, complete with direct access to the screened back porch and a generously sized ensuite bath. A rare second ensuite bedroom provides ideal accommodations for guests, extended family, or multigenerational living.The den/home office offers additional flexibility and can easily be transformed into a fourth bedroom, hobby room, or dedicated workspace to fit your lifestyle.While the home is ready for cosmetic updates, it's the perfect canvas for buyers looking to add their own style and finishes while building instant equity in one of Clermont's most desirable communities. Major improvements have already been completed, including a brand-new A/C system (2026) and a new roof (2024), allowing you to focus on making the space uniquely yours.Enjoy relaxing on the screened back porch and take advantage of the exceptional amenities Legends has to offer, including a championship golf course, clubhouse, fitness center, resort-style pool, tennis courts, playground, and more. Conveniently located near shopping, dining, top-rated schools, and major roadways, this home combines outstanding potential with an unbeatable lifestyle opportunity.

Listing is courtesy of: SUNSHINE LIFE REALTY LLC (321-229-0627)

Listing Agent: Michelle Fiorino-Ragni (352-223-9938)

Remarks: Townhome for SALE in the desirable community of Wellness Ridge! This community emphasizes the importance of a healthy and active lifestyle with all of its luxury amenities including Sports Courts, Clubhouse, Fitness Center, Conservation Areas, Playground, Resort Style Swimming Pool, Tennis, Basketball and Pickle ball courts along with beautiful Multi-Use Trails! This magnificent townhome has two stories and includes three bedrooms, two and one-half bathrooms and a two-car rear load garage. Front door opens onto the spacious open concept combination living room and dining room. There is also a laundry room with washer and dryer and a fully equipped kitchen that leads to a covered patio. The spacious upstairs master suite has a private bathroom and a great size walk-in closet. This home includes stainless steel appliances, quartz countertops, blinds, as well as home automation features such as keyless door locks and video doorbells. The community is close to Lake Louisa State Park with activities such as hiking, camping, fishing, and kayaking. Pick blueberries, fruit and vegetables at Southern Hill Farms. Close to major roadways and theme parks. Contact us to view this home today!

Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)

Listing Agent: Rafael Casallas, Pa (407-404-0472)

Remarks: Under Construction. Tired of apartment sized living? Large families will enjoy this luxurious and spacious two-story, six bedroom, three bathroom home. The roomy kitchen leads into a dining room, breakfast nook and family room. There is even a loft that provides additional space. The floorplan also includes a front porch, back patio, and a two car, rear load garage. Enjoy connectivity, green building features, plus new energy conscious appliances. Welcome to Wellness Ridge the community that was designed to provide a Healthy & Active Lifestyle!! Community Features include: Sports Courts, Clubhouse, Fitness Center, Conservation Areas, Playground, Resort Style Swimming Pool and Multi-Use Trails. This beautiful home is very close to Lake Louisa State Park. Clermont is one of the fastest-growing cities in Central Florida. Strategically located close to Orlando and theme parks, it is known for its picturesque hills and pristine lakes. Schedule your appointment today!

Listing is courtesy of: LENNAR REALTY (800-229-0611)

Listing Agent: Ben Goldstein (407-310-7677)

Remarks: Under Construction. This elegant Walsh II provides single-story living with a seamless open layout, perfect for modern lifestyles. Two secondary bedrooms and a quiet study frame the hallway near the front of the home, leading to an inviting open-concept floorplan shared between the kitchen, dining room and family room. A nearby covered patio encourages simple indoor-outdoor living, while the owner’s suite is nestled into a private rear corner with a full bathroom and walk-in closet. A spacious three-car garage completes the home. Each home comes with Lennar’s Everything’s Included® promise, which includes new appliances as well as quartz countertops, blinds, and more in the price of your home. Sanctuary at Wellness Ridge is one of the most modern and anticipated new communities. R19 insulation is used to provide a quiet, comfortable and highly energy efficient home. LP Siding provides durability and impact resistance for your beautiful Florida home. Nestled in the heart of Clermont, FL, Sanctuary at Wellness Ridge is an exclusive 55+ master-planned community designed for those who prioritize a luxurious, health-focused lifestyle. The state-of-the-art clubhouse is the vibrant heart of the community, where residents gather for events and activities. It features a fitness center and a golf simulator for year-round enjoyment. Sanctuary at Wellness Amenities include: clubhouse, resort style pool, fitness center, and walking trails. There are sports courts (basketball, pickleball, bocce ball), The sport courts will also feature chipping, a putting green and shuffleboard. Enjoy a fun & healthy lifestyle at Sanctuary at Wellness Ridge!

Listing is courtesy of: LENNAR REALTY (800-229-0611)

Listing Agent: Ben Goldstein (407-310-7677)

Remarks: Under Construction. This dazzling Frey II, two-bedroom home provides convenient single-story living. A secondary bedroom and a study are secluded near the front of the home, leading to an inviting open-concept floorplan that boasts convenient access to a covered patio for seamless indoor-outdoor living. The owner’s suite is nestled into a private rear corner, complete with a full bathroom and walk-in closet. A spacious two-car garage completes the home. Each home comes with Lennar’s Everything’s Included® promise, which includes new appliances as well as quartz countertops, blinds, and more in the price of your home. Sanctuary at Wellness Ridge is one of the most modern and anticipated new communities. R19 insulation is used to provide a quiet, comfortable and highly energy efficient home. LP Siding provides durability and impact resistance for your beautiful Florida home. Nestled in the heart of Clermont, FL, Sanctuary at Wellness Ridge is an exclusive 55+ master-planned community designed for those who prioritize a luxurious, health-focused lifestyle. The state-of-the-art clubhouse is the vibrant heart of the community, where residents gather for events and activities. It features a fitness center and a golf simulator for year-round enjoyment. Sanctuary at Wellness Amenities include: clubhouse, resort style pool, fitness center, and walking trails. There are sports courts (basketball, pickleball, bocce ball), The sport courts will also feature chipping, a putting green and shuffleboard. Enjoy a fun & healthy lifestyle at Sanctuary at Wellness Ridge!

Listing is courtesy of: LENNAR REALTY (800-229-0611)

Listing Agent: Ben Goldstein (407-310-7677)